EP3730194A1 - Golfball - Google Patents

Golfball Download PDF

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Publication number
EP3730194A1
EP3730194A1 EP20163385.6A EP20163385A EP3730194A1 EP 3730194 A1 EP3730194 A1 EP 3730194A1 EP 20163385 A EP20163385 A EP 20163385A EP 3730194 A1 EP3730194 A1 EP 3730194A1
Authority
EP
European Patent Office
Prior art keywords
group
golf ball
polyol
paint film
less
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP20163385.6A
Other languages
English (en)
French (fr)
Inventor
Kazuya Kamino
Hidetaka Inoue
Kuniyasu Horiuchi
Kuniyuki Nishikawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Rubber Industries Ltd
Original Assignee
Sumitomo Rubber Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2019086325A external-priority patent/JP7339765B2/ja
Priority claimed from JP2019086326A external-priority patent/JP7339766B2/ja
Application filed by Sumitomo Rubber Industries Ltd filed Critical Sumitomo Rubber Industries Ltd
Publication of EP3730194A1 publication Critical patent/EP3730194A1/de
Pending legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A63—SPORTS; GAMES; AMUSEMENTS
    • A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
    • A63B37/00—Solid balls; Rigid hollow balls; Marbles
    • A63B37/0003—Golf balls
    • A63B37/0022—Coatings, e.g. paint films; Markings
    • A—HUMAN NECESSITIES
    • A63—SPORTS; GAMES; AMUSEMENTS
    • A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
    • A63B37/00—Solid balls; Rigid hollow balls; Marbles
    • A63B37/0003—Golf balls
    • A63B37/0022—Coatings, e.g. paint films; Markings
    • A63B37/00221—Coatings, e.g. paint films; Markings characterised by the material
    • A—HUMAN NECESSITIES
    • A63—SPORTS; GAMES; AMUSEMENTS
    • A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
    • A63B37/00—Solid balls; Rigid hollow balls; Marbles
    • A63B37/0003—Golf balls
    • A63B37/0022—Coatings, e.g. paint films; Markings
    • A63B37/00222—Physical properties, e.g. hardness
    • A—HUMAN NECESSITIES
    • A63—SPORTS; GAMES; AMUSEMENTS
    • A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
    • A63B37/00—Solid balls; Rigid hollow balls; Marbles
    • A63B37/0003—Golf balls
    • A63B37/007—Characteristics of the ball as a whole
    • A63B37/0077—Physical properties
    • A63B37/0096—Spin rate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/24—Catalysts containing metal compounds of tin
    • C08G18/244—Catalysts containing metal compounds of tin tin salts of carboxylic acids
    • C08G18/246—Catalysts containing metal compounds of tin tin salts of carboxylic acids containing also tin-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3206—Polyhydroxy compounds aliphatic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3893—Low-molecular-weight compounds having heteroatoms other than oxygen containing silicon
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/50—Polyethers having heteroatoms other than oxygen
    • C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
    • C08G18/5036—Polyethers having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
    • C08G18/5045—Polyethers having heteroatoms other than oxygen having nitrogen containing -N-C=O groups containing urethane groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/61—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666—Compounds of group C08G18/48 or C08G18/52
    • C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • C08G18/6677—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
    • C08G18/725—Combination of polyisocyanates of C08G18/78 with other polyisocyanates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/7806—Nitrogen containing -N-C=0 groups
    • C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
    • C08G18/7831—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing biuret groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
    • C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/54—Silicon-containing compounds
    • C08K5/541—Silicon-containing compounds containing oxygen
    • C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
    • C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/08—Polyurethanes from polyethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
    • C09D5/1637—Macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic

Definitions

  • the present invention relates to a golf ball having a paint film.
  • a golf ball has a paint film formed on a surface of a golf ball body.
  • This paint film contributes the performance, quality, appearance or the like of the golf ball. It has been proposed to blend a polysiloxane compound in a paint for forming the paint film.
  • Japanese Patent Publication No. H5-269221 A discloses a golf ball having a paint film as an outermost layer, wherein the paint film is formed from a urethane-based paint containing 0.01 to 0.5 wt% of a hydroxy group-containing organically modified polysiloxane with respect to 100 wt% of a resin component in the paint.
  • Japanese Patent Publication No. H5-269221 A discloses a golf ball having a paint film as an outermost layer, wherein the paint film is formed from a urethane-based paint containing 0.01 to 0.5 wt% of a hydroxy group-containing organically modified polysiloxane with respect to 100 wt% of a resin component in the paint.
  • H8-117361 A discloses a painted golf ball composed of a golf ball body and a paint film applied to the body, wherein the paint film is formed from at least a urethane-based or acrylic-based paint, and an isocyanate group-containing organically modified polysiloxane in the paint is contained in an amount of 0.1 to 20 wt% with respect to a resin component in the paint.
  • Japanese Patent Publication No. 2001-214131 A discloses a golf ball clear paint containing an organosilicon compound, wherein a urethane resin contained in the clear paint is (1) a silicone modified urethane resin A obtained by a reaction between an isocyanate and a polyol wherein at least either of the isocyanate and the polyol is modified with an organosilicon compound; (2) a silicone modified urethane resin B obtained by a reaction among an polyol, an isocyanate and an organosilicon compound; or (3) a silicone modified urethane resin C obtained by a reaction between an acrylated urethane resin and an organosilicon compound.
  • Japanese Patent Publication No. 2019-10190 A discloses a golf ball comprising a core, a cover formed on an outer side of the core and having dimples formed thereon, and an outer surface layer formed on an outer side of the cover and formed from a material having a contact angle of 90° or more, wherein the golf ball has a dynamic friction coefficient of 0.52 or more.
  • Japanese Patent Publication No. 2019-10191 A discloses a golf ball comprising a core, a cover formed on an outer side of the core and having dimples formed thereon, and an outer surface layer formed on an outer side of the cover and formed from a material having a contact angle of 90° or more and a dynamic contact angle of 85° or less.
  • An object of the present invention is to provide a golf ball having an improved flight distance on driver shots on a rainy day while maintaining spin performance on approach shots, by controlling the paint film composition.
  • the present invention provides a golf ball comprising a golf ball body and a paint film covering the golf ball body and composed of at least one layer, wherein an outermost layer of the paint film is formed from a paint containing a polyol, a polyisocyanate and a carbinol modified silicone oil. If the outermost layer of the paint film is formed from the paint containing the polyol, the polyisocyanate and the carbinol modified silicone oil, the water repellency of the outermost layer of the paint film improves, and the flight distance on driver shots on a rainy day improves. Further, if the outermost layer of the paint film contains the specific components, the spin performance on approach shots is also better.
  • the present invention provides a golf ball comprising a golf ball body and a paint film covering the golf ball body and composed of at least one layer, wherein an outermost layer of the paint film is formed from a paint containing a polyol, a polyisocyanate and a silicone compound, and the outermost layer of the paint film has a surface having a water sliding angle of less than 50° and a dynamic friction coefficient of from 0.3 to 0.9. If the outermost layer of the paint film is formed from the paint containing the polyol, the polyisocyanate and the silicone compound, and has the predetermined water sliding angle, the water repellency of the outermost layer of the paint film improves, the flight distance on driver shots on a rainy day improves. Further, if the outermost layer of the paint film has the predetermined dynamic friction coefficient, the spin performance on approach shots is also better.
  • a golf ball having excellent flight distance on driver shots on a rainy day, and excellent spin performance on approach shots, is obtained.
  • the figure is a partially cutaway sectional view showing a golf ball according to an embodiment of the present invention.
  • the present invention provides a golf ball comprising a golf ball body and a paint film covering the golf ball body and composed of at least one layer, wherein an outermost layer of the paint film is formed from a paint containing a polyol, a polyisocyanate, and a carbinol modified silicone oil different from the polyol compound. If the outermost layer of the paint film is formed from the paint containing the polyol, the polyisocyanate, and the carbinol modified silicone oil different from the polyol, the water repellency of the outermost layer of the paint film improves, and thus water hardly adheres to the golf ball surface on a rainy day.
  • the paint film may have a single layered construction or multiple layered construction.
  • the outermost layer of the paint film which is located at the outermost layer of the golf ball, is formed from the outermost layer paint containing the carbinol modified silicone oil.
  • the single layered paint film is formed from the outermost layer paint containing the carbinol modified silicone oil.
  • the paint film has the multiple layered construction, at least the outermost layer of the paint film is formed from the outermost layer paint containing the carbinol modified silicone oil.
  • the present invention provides a golf ball comprising a golf ball body and a paint film covering the golf ball body and composed of at least one layer, wherein an outermost layer of the paint film is formed from a paint (hereinafter sometimes referred to as "outermost layer paint”.) containing a polyol, a polyisocyanate and a silicone compound, and the outermost layer of the paint film has a surface having a water sliding angle of less than 50° and a dynamic friction coefficient of from 0.3 to 0.9. If the outermost layer of the paint film has the predetermined water sliding angle, the water repellency of the outermost layer of the paint film improves, and thus water hardly adheres to the golf ball surface on a rainy day.
  • a paint hereinafter sometimes referred to as "outermost layer paint”.
  • the above paint film may have a single layered construction or multiple layered construction.
  • the outermost layer of the paint film which is located at the outermost layer of the golf ball, is formed from the outermost layer paint, and has the predetermined water sliding angle and dynamic friction coefficient.
  • the single layered paint film is formed from the outermost layer paint, and has the predetermined water sliding angle and dynamic friction coefficient.
  • the paint film has the multiple layered construction, at least the outermost layer of the paint film is formed from the outermost layer paint, and has the predetermined water sliding angle and dynamic friction coefficient.
  • the outermost layer paint contains the polyol, the polyisocyanate and the silicone compound.
  • the outermost layer paint include a so-called two-component curing type urethane paint including a polyol composition containing a polyol, as a base material, and a polyisocyanate composition containing a polyisocyanate, as a curing agent. It is noted that the silicone compound may be blended in either the polyol composition or the polyisocyanate composition.
  • the polyol composition contains a polyol.
  • the polyol include a compound having two or more hydroxy groups in the molecule.
  • examples of the polyol include a compound having a hydroxy group at a terminal of the molecule, and a compound having a hydroxy group at a position other than the terminal of the molecule.
  • the polyol may be used solely, or a mixture of at least two of them may be used.
  • the polyol contained in the polyol composition preferably does not have a polysiloxane structure. It is noted that the carbinol modified silicone oil which will be described later is not included in the polyol in the present invention.
  • Examples of the compound having the hydroxy group at the terminal of the molecule include a low molecular weight polyol having a molecular weight of less than 500, and a high molecular weight polyol having a number average molecular weight of 500 or more.
  • Examples of the low molecular weight polyol include a diol such as ethylene glycol, diethylene glycol, triethylene glycol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol, and 1,6-hexanediol; and a triol such as glycerin, trimethylolpropane, and hexanetriol.
  • Examples of the high molecular weight polyol include a polyether polyol, a polyester polyol, a polycaprolactone polyol, a polycarbonate polyol, a urethane polyol, and an acrylic polyol.
  • Examples of the polyether polyol include polyoxyethylene glycol (PEG), polyoxypropylene glycol (PPG), and polyoxytetramethylene glycol (PTMG).
  • Examples of the polyester polyol include polyethylene adipate (PEA), polybutylene adipate (PBA), and polyhexamethylene adipate (PHMA).
  • Examples of the polycaprolactone polyol include poly- ⁇ -caprolactone (PCL).
  • Examples of the polycarbonate polyol include polyhexamethylene carbonate.
  • the urethane polyol is a compound having a plurality of urethane bonds in its molecule, and having at least two hydroxyl groups in one molecule thereof.
  • Examples of the urethane polyol include a urethane prepolymer obtained by a reaction between a first polyol component and a first polyisocyanate component under a condition that the amount of the hydroxyl group included in the first polyol component is excessive to the amount of the isocyanate group included in the first polyisocyanate component.
  • Examples of the first polyol component of the urethane polyol include a polyether diol, a polyester diol, a polycaprolactone diol, and a polycarbonate diol, and the polyether diol is preferable.
  • Examples of the polyether diol include polyoxyethylene glycol, polyoxypropylene glycol, and polyoxytetramethylene glycol, and among them, polyoxytetramethylene glycol is preferable.
  • the number average molecular weight of the polyether diol is preferably 500 or more, more preferably 600 or more, and is preferably 4,000 or less, more preferably 3,500 or less, and even more preferably 3,000 or less. If the number average molecular weight of the polyether diol is 500 or more, the distance between the crosslinking points in the paint film is long, the paint film is soft, and thus the spin performance is enhanced. If the number average molecular weight of the polyether diol is 4,000 or less, the distance between the crosslinking points in the paint film is not excessively long, and thus the paint film has better stain resistance.
  • the number average molecular weight of the polyol component can be measured, for example, by gel permeation chromatography (GPC) using polystyrene as a standard substance, tetrahydrofuran as an eluent, and an organic solvent system GPC column (e.g., "Shodex (registered trademark) KF series" available from Showa Denko K.K.) as a column.
  • GPC gel permeation chromatography
  • the first polyol component may contain a low molecular weight polyol having a molecular weight of less than 500.
  • the low molecular weight polyol include a diol such as ethylene glycol, diethylene glycol, triethylene glycol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol, and 1,6-hexanediol; and a triol such as glycerin, trimethylolpropane, and hexanetriol.
  • the low molecular weight polyol may be used solely, or a mixture of at least two of them may be used.
  • the first polyol component of the urethane polyol preferably contains the triol component and the diol component.
  • the triol component is preferably trimethylolpropane.
  • the mixing ratio (triol component/diol component) of the triol component to the diol component is preferably 0.2 or more, more preferably 0.5 or more, and is preferably 6.0 or less, more preferably 5.0 or less in a mass ratio.
  • the first polyisocyanate component constituting the urethane polyol is not particularly limited, as long as it has two or more isocyanate groups.
  • the first polyisocyanate component include an aromatic polyisocyanate such as 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, a mixture of 2,4-tolylene diisocyanate and 2,6-tolylene diisocyanate (TDI), 4,4'-diphenylmethane diisocyanate (MDI), 1,5-naphthylene diisocyanate (NDI), 3,3'-bitolylene-4,4'-diisocyanate (TODI), xylylene diisocyanate (XDI), tetramethylxylylene diisocyanate (TMXDI), and para-phenylene diisocyanate (PPDI); and an alicyclic polyisocyanate or aliphatic polyisocyanate such as 4,4'-dicy
  • the amount of the polyether diol in the urethane polyol is preferably 30 mass % or more, more preferably 35 mass % or more, and even more preferably 40 mass % or more.
  • the polyether diol forms the soft segment in the paint film. Thus, if the amount of the polyether diol is 30 mass % or more, the obtained golf ball has further enhanced spin performance.
  • the weight average molecular weight of the urethane polyol is preferably 5,000 or more, more preferably 5,300 or more, and even more preferably 5,500 or more, and is preferably 20,000 or less, more preferably 18,000 or less, and even more preferably 16,000 or less. If the weight average molecular weight of the urethane polyol is 5,000 or more, the distance between the crosslinking points in the paint film is long, the paint film becomes soft, and thus the spin performance is enhanced. If the weight average molecular weight of the urethane polyol is 20,000 or less, the distance between the crosslinking points in the paint film is not excessively long, and thus the paint film has better stain resistance.
  • the hydroxyl value of the urethane polyol is preferably 10 mgKOH/g or more, more preferably 15 mgKOH/g or more, and even more preferably 20 mgKOH/g or more, and is preferably 200 mgKOH/g or less, more preferably 190 mgKOH/g or less, and even more preferably 180 mgKOH/g or less. It is noted that the hydroxyl value can be measured according to JIS K 1557-1, for example, by an acetylation method.
  • Examples of the compound having the hydroxy group at the position other than the terminal of the molecule include a polyrotaxane having a hydroxy group, and a hydroxy group modified vinyl chloride-vinyl acetate copolymer.
  • the polyrotaxane having the hydroxy group has a cyclic molecule having at least one hydroxy group, and a linear molecule piercing through the cycle of the cyclic molecule so that the cyclic molecule is movable along and rotatable around the linear molecule.
  • the above polyrotaxane has blocking groups at both terminals of the linear molecule to prevent disassociation of the cyclic molecule. It is noted that the above polyrotaxane excludes a psedo-rotaxane having a cyclic molecule dissociable from a linear molecule.
  • the polyrotaxane having the hydroxy group preferably has a cyclodextrin, a linear molecule piercing through the cyclic structure of the cyclodextrin, and blocking groups located at both terminals of the linear molecule to prevent disassociation of the cyclic molecule.
  • the polyrotaxane is viscoelastic, since the cyclodextrin molecule is movable along the linear molecule that penetrates the cyclodextrin in a skewering manner (pulley effect). Even if a tension is applied to the polyrotaxane, the tension can be uniformly dispersed due to the pulley effect.
  • the polyrotaxane has an excellent property that a crack or flaw very hardly occurs, unlike a conventional crosslinked polymer.
  • the cyclodextrin is a general term for an oligosaccharide having a cyclic structure.
  • the cyclodextrin is, for example, a molecule having 6 to 8 D-glucopyranose residues being linked in a cyclic shape via an ⁇ -1,4-glucoside bond.
  • Examples of the cyclodextrin include ⁇ -cyclodextrin (number of glucose units: 6), ⁇ -cyclodextrin (number of glucose units: 7), and ⁇ -cyclodextrin (number of glucose units: 8), and ⁇ -cyclodextrin is preferable.
  • the cyclodextrin one type may be used solely, and two or more types may be used in combination.
  • the linear molecule is not particularly limited, as long as it is a linear molecule piercing through the cyclic structure of the cyclodextrin so that the cyclic structure of the cyclodextrin is movable along and rotatable around the linear molecule.
  • the linear molecule include polyalkylene, polyester, polyether, and polyacrylic acid.
  • polyether is preferable
  • polyethylene glycol is particularly preferable.
  • Polyethylene glycol has less steric hindrance, and thus can easily penetrate the cyclic structure of the cyclodextrin in a skewering manner.
  • the weight average molecular weight of the linear molecule is preferably 5,000 or more, more preferably 6,000 or more, and is preferably 100,000 or less, more preferably 80,000 or less.
  • the linear molecule preferably has functional groups at both terminals thereof.
  • the linear molecule can easily react with the blocking group.
  • the functional group include a hydroxyl group, a carboxyl group, an amino group, and a thiol group.
  • the blocking group is not particularly limited, as long as it is located at both terminals of the linear molecule to prevent disassociation of the cyclodextrin from the linear molecule.
  • Examples of the method for preventing the disassociation include a method of using a bulky blocking group to physically prevent the disassociation, and a method of using an ionic blocking group to electrostatically prevent the disassociation.
  • Examples of the bulky blocking group include a cyclodextrin and an adamantyl group.
  • the number of the cyclodextrins kept on the linear molecule (kept amount) preferably ranges from 0.06 to 0.61, more preferably ranges from 0.11 to 0.48, and even more preferably ranges from 0.24 to 0.41, when the maximum kept amount thereof is deemed as 1.
  • the polyrotaxane is preferably a polyrotaxane having at least a part of hydroxyl groups of the cyclodextrin being modified with a caprolactone chain. Modifying with the caprolactone alleviates the steric hindrance between the polyrotaxane and the polyisocyanate, and thus enhances the reaction efficiency of the polyrotaxane with the polyisocyanate.
  • the hydroxyl groups of the cyclodextrin are treated with propylene oxide to hydroxypropylate the cyclodextrin, and then ⁇ -caprolactone is added to perform ring-opening polymerization.
  • the caprolactone chain -(CO(CH 2 ) 5 O)nH (n is a natural number of 1 to 100) is linked to the exterior side of the cyclic structure of the cyclodextrin via -O-C 3 H 6 -O- group.
  • "n" represents the degree of polymerization, and is preferably a natural number of 1 to 100, more preferably a natural number of 2 to 70, and even more preferably a natural number of 3 to 40.
  • a hydroxyl group is formed through the ring-opening polymerization. The hydroxy group at the terminal of the caprolactone chain can react with the polyisocyanate.
  • the ratio of the hydroxyl groups modified with the caprolactone chain to all the hydroxyl groups (100 mole %) included in the cyclodextrin before the modification is preferably 2 mole % or more, more preferably 5 mole % or more, and even more preferably 10 mole % or more. If the ratio of the hydroxyl groups modified with the caprolactone chain falls within the above range, the polyrotaxane has greater hydrophobicity, and thus has higher reactivity with the polyisocyanate.
  • the hydroxyl value of the polyrotaxane is preferably 10 mg KOH/g or more, more preferably 15 mg KOH/g or more, and even more preferably 20 mg KOH/g or more, and is preferably 400 mg KOH/g or less, more preferably 300 mg KOH/g or less, even more preferably 220 mg KOH/g or less, and particularly preferably 180 mg KOH/g or less. If the hydroxyl value of the polyrotaxane falls within the above range, the polyrotaxane has higher reactivity with the polyisocyanate, and thus the paint film has better durability.
  • the total molecular weight of the polyrotaxane is preferably 30,000 or more, more preferably 40,000 or more, and even more preferably 50,000 or more, and is preferably 3,000,000 or less, more preferably 2,500,000 or less, and even more preferably 2,000,000 or less, in a weight average molecular weight. If the weight average molecular weight is 30,000 or more, the paint film has sufficient strength, and if the weight average molecular weight is 3,000,000 or less, the paint film has sufficient softness and thus the golf ball has enhanced approach performance.
  • the weight average molecular weight of the polyrotaxane can be measured, for example, by gel permeation chromatography (GPC) using polystyrene as a standard substance, tetrahydrofuran as an eluent, and an organic solvent system GPC column (e.g., "Shodex (registered trademark) KF series" available from Showa Denko K.K.) as a column.
  • GPC gel permeation chromatography
  • polyrotaxane modified with the polycaprolactone examples include SeRM super polymer SH3400P, SH2400P, and SH1310P available from by Advanced Softmaterials Inc.
  • the hydroxy group modified vinyl chloride-vinyl acetate copolymer can adjust the adhesion of the paint film while maintaining scuff resistance of the paint film.
  • the hydroxy group modified vinyl chloride-vinyl acetate copolymer can be obtained, for example, by a method of copolymerizing vinyl chloride, vinyl acetate, and a monomer having a hydroxy group (e.g., polyvinyl alcohol, hydroxyalkyl acrylate); and a method of partially or completely saponifying a vinyl chloride-vinyl acetate copolymer.
  • the amount of the vinyl chloride component in the hydroxy group modified vinyl chloride-vinyl acetate copolymer is preferably 1 mass % or more, more preferably 20 mass % or more, and even more preferably 50 mass % or more, and is preferably 99 mass % or less, more preferably 95 mass % or less.
  • Specific examples of the hydroxy group modified vinyl chloride-vinyl acetate copolymer include Solbin (registered trademark) A, Solbin AL, and Solbin TA3 available from Nissin Chemical Industry Co., Ltd.
  • the polyol composition include an embodiment containing the urethane polyol as the polyol compound (first embodiment); and an embodiment containing, as a polyol, the polyrotaxane having the cyclodextrin, the linear molecule piercing through the cyclic structure of the cyclodextrin and the blocking group located at both terminals of the linear molecule to prevent disassociation of the cyclodextrin, wherein at least a part of hydroxyl groups of the cyclodextrin is modified with the caprolactone chain via the -O-C 3 H 6 -O- group (second embodiment).
  • the amount of the urethane polyol in the polyol contained in the polyol composition is preferably 60 mass % or more, more preferably 70 mass % or more, and even more preferably 80 mass % or more.
  • the polyol of the polyol composition according to the first embodiment also preferably consists of the urethane polyol.
  • the amount of the polyrotaxane in the polyol contained in the polyol composition is preferably 10 mass % or more, more preferably 15 mass % or more, and even more preferably 20 mass % or more, and is preferably 100 mass % or less, more preferably 90 mass % or less, and even more preferably 85 mass % or less.
  • the polyol composition according to the second embodiment preferably contains the polycaprolactone polyol as the polyol.
  • the mass ratio (polycaprolactone polyol/polyrotaxane) of the polycaprolactone polyol to the polyrotaxane is preferably 0/100 or more, more preferably 5/95 or more, and even more preferably 10/90 or more, and is preferably 90/10 or less, more preferably 85/15 or less, and even more preferably 80/20 or less.
  • the polyol composition according to the second embodiment preferably contains the hydroxy group modified vinyl chloride-vinyl acetate copolymer as the polyol.
  • the amount of the hydroxy group modified vinyl chloride-vinyl acetate copolymer in the polyol contained in the polyol composition is preferably 4 mass % or more, more preferably 8 mass % or more, and is preferably 50 mass % or less, more preferably 45 mass % or less.
  • the polyisocyanate composition contains a polyisocyanate.
  • Examples of the polyisocyanate include a compound having two or more isocyanate groups.
  • polyisocyanate examples include an aromatic diisocyanate such as 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, a mixture of 2,4-tolylene diisocyanate and 2,6-tolylene diisocyanate (TDI), 4,4'-diphenylmethane diisocyanate (MDI), 1,5-naphthylene diisocyanate (NDI), 3,3'-bitolylene-4,4'-diisocyanate (TODI), xylylene diisocyanate (XDI), tetramethylxylylene diisocyanate (TMXDI), and para-phenylene diisocyanate (PPDI); an alicyclic diisocyanate or aliphatic diisocyanate such as 4,4'-dicyclohexylmethane diisocyanate (H 12 MDI), hydrogenated xylylene diisocyanate (H 6 XDI), he
  • the allophanate product is, for example, a triisocyanate obtained by further reacting a diisocyanate with a urethane bond formed by a reaction between a diisocyanate and a low molecular weight diol.
  • the adduct is a triisocyanate obtained by a reaction between a diisocyanate and a low molecular weight triol such as trimethylolpropane or glycerin.
  • the biuret product is, for example, a triisocyanate having a biuret bond represented by the following formula (11).
  • the isocyanurate product of the diisocyanate is, for example, a triisocyanate represented by the following formula (12).
  • R represents a residue where isocyanate groups are removed from the diisocyanate.
  • triisocyanate examples include an isocyanurate product of hexamethylene diisocyanate, a biuret product of hexamethylene diisocyanate, and an isocyanurate product of isophorone diisocyanate.
  • the polyisocyanate composition preferably contains the triisocyanate.
  • the amount of the triisocyanate in the polyisocyanate contained in the polyisocyanate composition is preferably 50 mass % or more, more preferably 60 mass % or more, and even more preferably 70 mass % or more.
  • the polyisocyanate of the polyisocyanate composition most preferably consists of the triisocyanate.
  • polyisocyanate examples include Burnock D-800, Burnock DN-950, and Burnock DN-955 available from DIC corporation; Desmodur N75MPA/X, Desmodur N3300, Desmodur L75 (C), and Sumidur E21-1 available from Sumika Bayer Urethane Co., Ltd.; Coronate HX and Coronate HK available from Nippon Polyurethane Industry Co., Ltd.; Duranate 24A-100, Duranate 21S-75E, Duranate TPA-100, and Durante TKA-100 available from Asahi Kasei Chemicals Corporation; and VESTANAT T1890 available from Degussa.
  • the molar ratio (NCO group/OH group) of the isocyanate group (NCO group) included in the polyisocyanate composition to the hydroxyl group (OH group) included in the polyol composition is preferably 0.1 or more, more preferably 0.2 or more. If the molar ratio (NCO group/OH group) is less than 0.1, the curing reaction is not sufficient, and if the molar ratio (NCO group/OH group) is excessively great, the amount of the isocyanate group becomes excessive, and thus the obtained paint film may become hard and fragile, and the appearance thereof may deteriorate. For this reason, the molar ratio (NCO group/OH group) is preferably 1.5 or less, more preferably 1.4 or less, and even more preferably 1.3 or less.
  • the polyisocyanate composition preferably contains the biuret product of hexamethylene diisocyanate, the isocyanurate product of hexamethylene diisocyanate, and the isocyanurate product of isophorone diisocyanate, as the polyisocyanate.
  • their mixing ratio biuret product/isocyanurate product
  • their mixing ratio preferably ranges from 20/40 to 40/20, more preferably ranges from 25/35 to 35/25, in a mass ratio.
  • the polyisocyanate composition preferably contains the isocyanurate product and/or biuret product of hexamethylene diisocyanate, as the polyisocyanate.
  • the outermost layer paint contains a silicone compound different from the polyol, in addition to the polyol and the polyisocyanate.
  • the silicone compound is a component imparting water repellency to the paint film.
  • examples of the silicone compound include a silicone resin, a silicone oil, a cured product of a curable silicone resin, and a reaction product of a reactive silicone oil.
  • the silicone compound may be used solely, or at least two of them may be used in combination.
  • the silicone resin is a resin composed of a siloxane bond (Si-O-Si), and is a silicone having a three-dimensional structure in the molecule.
  • the silicone oil is a silicone having a linear structure.
  • the silicone compound preferably includes a carbinol modified silicone oil.
  • the carbinol modified silicone oil may be used solely, or at least two of them may be used in combination.
  • the carbinol modified silicone oil is a silicone oil having at least one carbinol group (-ROH (R is an alkylene group)) introduced in a silicone oil.
  • the carbinol group may be introduced at the terminal of the molecular chain, or introduced as a side chain of the molecular chain.
  • the carbinol modified silicone oil preferably has the carbinol group at one or both terminals of the molecular chain.
  • the carbinol modified silicone oil is preferably a silicone oil represented by the following general formula (1).
  • R 1 represents a substituted or unsubstituted monovalent hydrocarbon group
  • R 2 represents an alkylene group
  • R 3 represents an alkylene group
  • x presents an integer of 0 to 3
  • y presents an integer of 0 to 2
  • z presents an integer of 0 to 600
  • a plurality of R 1 to R 3 may be identical to or different from each other.
  • Examples of the unsubstituted monovalent hydrocarbon group represented by the above R 1 include an aliphatic hydrocarbon group, and an aromatic hydrocarbon group.
  • a plurality of R 1 may be respectively different from or identical to each other.
  • Examples of the aliphatic hydrocarbon group include an alkyl group.
  • the number of carbon atoms in the alkyl group is preferably 1 or more, and is preferably 18 or less, more preferably 8 or less.
  • the alkyl group may be linear, branched, or cyclic.
  • alkyl group examples include a linear alkyl group such as a methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, undecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, and octadecyl group; a branched alkyl group such as an isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, sec-pentyl group, neopentyl group, isooctyl group, 2-ethylhexyl group, and isodecyl group; and a cyclic alkyl group such as
  • Examples of the aromatic hydrocarbon group include an aryl group, an alkylaryl group, and an aralkyl group.
  • the number of carbon atoms in the aromatic hydrocarbon group is preferably 6 or more, and is preferably 18 or less, more preferably 8 or less.
  • Examples of the aryl group include a phenyl group.
  • Examples of the alkylaryl group include a tolyl group and xylyl group.
  • Examples of the aralkyl group include a benzyl group, 1-phenylethyl group, 2-phenylethyl group, and methylbenzyl group.
  • Examples of the substituted monovalent hydrocarbon group include a group in which at least one hydrogen atom of the unsubstituted monovalent hydrocarbon group is substituted with a substituent group.
  • substituent group include a halogen atom (e.g. fluorine, chlorine, bromine, iodine).
  • substituted monovalent hydrocarbon group include a halogenated alkyl group such as a 3,3,3-trifluoropropyl group.
  • R 1 is preferably the hydrogen atom, or the unsubstituted monovalent hydrocarbon group, more preferably the aliphatic hydrocarbon group having1 to 18 carbon atoms, or the aromatic hydrocarbon group having 6 to 8 carbon atoms, and the hydrogen atom, methyl group, phenyl group are particularly suitable.
  • the number of carbon atoms in the alkylene group represented by the above R 2 or R 3 is preferably 1 or more, and is preferably 18 or less, more preferably 8 or less.
  • Examples of the alkylene group include methylene group, ethylene group, trimethylene group, tetramethylene group, and pentamethylene group.
  • the above x is preferably 2 or 3.
  • the above y is preferably 2.
  • the above z is preferably 0 or more, more preferably 1 or more, and even more preferably 5 or more, and is preferably 600 or less, more preferably 400 or less, and even more preferably 250 or less.
  • the carbinol modified silicone oil is preferably a silicone oil represented by the following general formula (2).
  • R 4 represents a substituted or unsubstituted monovalent hydrocarbon group
  • R 5 represents an alkylene group
  • 'm' is an integer of 0 to 2
  • 'n' is an integer of 0 to 600
  • a plurality of R 4 and R 5 may be identical to or different from each other.
  • Examples of the unsubstituted monovalent hydrocarbon group represented by R 4 include those listed as the unsubstituted monovalent hydrocarbon group represented by R 1 in the general formula (1).
  • a plurality of R 4 may be different from or identical to each other.
  • the above R 4 is preferably the hydrogen atom, or the unsubstituted monovalent hydrocarbon group, more preferably the aliphatic hydrocarbon group having 1 to 18 carbon atoms, or the aromatic hydrocarbon group having 6 to 8 carbon atoms, and the hydrogen atom, a methyl group, a phenyl group are particularly suitable.
  • the number of carbon atoms in the alkylene group represented by the above R 5 is preferably 1 or more, and is preferably 18 or less, more preferably 8 or less.
  • Examples of the alkylene group include a methylene group, ethylene group, trimethylene group, tetramethylene group, and pentamethylene group.
  • the above 'm' is preferably 2.
  • the above 'n' is preferably 0 or more, more preferably 1 or more, and even more preferably 5 or more, and is preferably 600 or less, more preferably 400 or less, and even more preferably 250 or less.
  • the dynamic viscosity (25°C) of the carbinol modified silicone oil is preferably 1 mm 2 /s or more, more preferably 5 mm 2 /s or more, and even more preferably 10 mm 2 /s or more, and is preferably 200 mm 2 /s or less, more preferably 100 mm 2 /s or less, and even more preferably 50 mm 2 /s or less.
  • the dynamic viscosity of the silicone oil is measured by a viscosity measuring method using a capillary viscometer, prescribed in JIS Z 8803 (2011).
  • the hydroxy value of the carbinol modified silicone oil is preferably 1 mgKOH/g or more, more preferably 5 mgKOH/g or more, and even more preferably 10 mgKOH/g or more, and is preferably 200 mgKOH/g or less, more preferably 150 mgKOH/g or less, and even more preferably 130 mgKOH/g or less.
  • the carbinol modified silicone oil is commercially available, and examples thereof include X-22-4039, X-22-4015, KF-6000, KF-6001, KF-6002, KF-6003, X-22-170BX, and X-22-170DX (all of which are available from Shin-Etsu Chemical Co., Ltd.).
  • the amount of the carbinol modified silicone oil in the outermost layer paint is preferably 0.01 part by mass or more, more preferably 0.05 part by mass or more, and even more preferably 0.1 part by mass or more, and is preferably 20 parts by mass or less, more preferably 10 parts by mass or less, and even more preferably 8 parts by mass or less, with respect to 100 parts by mass of the total amount of the polyol and the polyisocyanate. If the amount falls within the above range, the flight distance on driver shots on a rainy day is further enhanced.
  • the outermost layer paint may contain a curable silicone resin.
  • the curable silicone resin has an alkoxysilyl group in the molecule, and is cured at normal temperature by the crosslinking of the alkoxysilyl group in the presence of the curing catalyst which will be described later. It is noted that the silicone resin is a silicone having a three-dimensional structure in the molecule.
  • curable silicone resin examples include a condensate of a partially hydrolyzed product of an alkoxysilane compound represented by the general formula (3).
  • R 6 represents a hydrogen atom, or a substituted or unsubstituted monovalent hydrocarbon group
  • R 7 represents a substituted or unsubstituted monovalent hydrocarbon group
  • 'a' is an integer of 0 to 3
  • a plurality of R 6 and R 7 may be identical to or different from each other.
  • Examples of the unsubstituted monovalent hydrocarbon group represented by R 6 or R 7 include an aliphatic hydrocarbon group, and an aromatic hydrocarbon group.
  • a plurality of R 6 and R 7 may be different from or identical to each other.
  • Examples of the aliphatic hydrocarbon group include an alkyl group.
  • the number of carbon atoms in the alkyl group is preferably 1 or more, and is preferably 18 or less, more preferably 8 or less.
  • the alkyl group may be linear, branched, or cyclic.
  • alkyl group examples include a linear alkyl group such as a methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, and octadecyl group; a branched alkyl group such as an isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, sec-pentyl group, neopentyl group, isooctyl group, 2-ethylhexyl group, and isodecyl group; and a cyclic alkyl group such as
  • Examples of the aromatic hydrocarbon group include an aryl group, an alkylaryl group, and an aralkyl group.
  • the number of carbon atoms in the aromatic hydrocarbon group is preferably 6 or more, and is preferably 18 or less, more preferably 8 or less.
  • Examples of the aryl group include a phenyl group.
  • Examples of the alkylaryl group include a tolyl group and xylyl group.
  • Examples of the aralkyl group include a benzyl group, 1-phenylethyl group, 2-phenylethyl group, and methylbenzyl group.
  • Examples of the substituted monovalent hydrocarbon group include a group in which at least one hydrogen atom of the unsubstituted monovalent hydrocarbon group is substituted with a substituent group.
  • substituent group include a halogen atom (e.g. fluorine, chlorine, bromine, iodine), a hydroxy group, a cyano group, an amino group and a carboxy group.
  • substituted monovalent hydrocarbon group include a halogenated alkyl group such as a 3,3,3-trifluoropropyl group.
  • R 6 is preferably the hydrogen atom, or the unsubstituted monovalent hydrocarbon group, more preferably the aliphatic hydrocarbon group having1 to 18 carbon atoms, or the aromatic hydrocarbon group having 6 to 8 carbon atoms, and the hydrogen atom, a methyl group, a phenyl group are particularly suitable.
  • the preferable curable silicone resin is a curable silicone resin only having a methyl group as R 6 , or a curable silicone resin having a methyl group and phenyl group as R 6 .
  • R 7 is preferably the unsubstituted monovalent hydrocarbon group, more preferably the aliphatic hydrocarbon group having1 to 18 carbon atoms, and a methyl group, an ethyl group are particularly suitable.
  • the above 'a' is an integer of 0 to 3, and is preferably 1 or 2.
  • Examples of the alkoxysilane compound represented by the general formula (1) include methyltrimethoxy silane, methyltriethoxy silane, methyltriisopropoxy silane, methyltributoxy silane, ethyltrimethoxy silane, propyltrimethoxy silane, dimethyldimethoxy silane, phenyltrimethoxy silane, diphenyldimethoxy silane, phenylmethyldimethoxy silane, tetramethoxy silane, tetraethoxy silane, tetraisopropoxy silane, and tetrabutoxy silane.
  • the alkoxysilane compound represented by the general formula (1) may be used solely, or at least two of them may be used in combination.
  • the condensate of the partially hydrolyzed product of the alkoxysilane compound is a substance obtained by adding water in the alkoxysilane compound and rising the temperature under stirring in the presence of a conventionally known catalyst to cause a partial hydrolysis and a condensation as well.
  • the dynamic viscosity (25°C) of the curable silicone resin is preferably 0.1 mm 2 /s or more, more preferably 0.5 mm 2 /s or more, and even more preferably 1.0 mm 2 /s or more, and is preferably 250 mm 2 /s or less, more preferably 150 mm 2 /s or less, and even more preferably 100 mm 2 /s or less.
  • the dynamic viscosity of the curable silicone resin is measured by a viscosity measuring method using a capillary viscometer, prescribed in JIS Z 8803 (2011).
  • the amount of the curable silicone resin in the outermost layer paint is preferably 20 parts by mass or less, more preferably 10 parts by mass or less, and even more preferably 5 parts by mass or less, with respect to 100 parts by mass of the total amount of the polyol and the polyisocyanate.
  • the curing catalyst is not particularly limited as long as it is a catalyst capable of curing the curable silicone resin.
  • the curing catalyst include an organic tin compound such as dibutyltin diacetate, dibutyltin dioctylate, and dibutyltin dilaurate; an organic aluminum compound such as aluminum tris(acetylacetone), aluminum tris(acetoacetate ethyl), and aluminum diisopropoxy(acetoacetate ethyl); an organic zirconium compound such as zirconium (acetylacetone), zirconium tris(acetylacetone), zirconium tetrakis(ethylene glycol monomethyl ether), zirconium tetrakis(ethylene glycol monoethyl ether), and zirconium tetrakis(ethylene glycol monobutyl ether); an organic titanium compound such as titanium tetrakis(ethylene glycol monomethyl ether), titanium tetrakis(ethylene glycol
  • the amount of the curing catalyst in the outermost layer paint is preferably 0.1 part by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more, and is preferably 50 parts by mass or less, more preferably 20 parts by mass or less, and even more preferably 10 parts by mass or less, with respect to 100 parts by mass of the curable silicone resin.
  • the outermost layer paint may contain a reactive silicone oil other than the carbinol modified silicone.
  • the reactive silicone oil is a silicone oil having a reactive group introduced to a part of silicon.
  • the reactive silicone oil preferably has the reactive group at one or both terminals of the molecular chain. Examples of the reactive group include a hydrosilyl group (SiH), a silanol group (SiOH), and an alkoxysilyl group (SiOR (R is an alkyl group)).
  • the reactive silicone oil is preferably a reactive silicone oil represented by the general formula (4).
  • the silicon atom located at one terminal of the molecular chain of the polysiloxane constitutes the reactive group.
  • R 8 represents a substituted or unsubstituted monovalent hydrocarbon group
  • R 9 represents a hydrogen atom, a hydroxy group, or an alkoxy group
  • 'b' is an integer of 0 to 2
  • 'c' is an integer of 0 to 600
  • a plurality of R 8 and R 9 may be identical to or different from each other.
  • Examples of the unsubstituted monovalent hydrocarbon group represented by the above R 8 include an aliphatic hydrocarbon group, and an aromatic hydrocarbon group.
  • a plurality of R 8 may be different from or identical to each other.
  • Examples of the aliphatic hydrocarbon group include an alkyl group.
  • the number of carbon atoms in the alkyl group is preferably 1 or more, and is preferably 18 or less, more preferably 8 or less.
  • the alkyl group may be linear, branched or cyclic.
  • alkyl group examples include a linear alkyl group such as a methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, and octadecyl group; a branched alkyl group such as an isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, isopentyl group, sec-pentyl group, neopentyl group, isooctyl group, 2-ethylhexyl group, and isodecyl group; and a cyclic alkyl group such as
  • Examples of the aromatic hydrocarbon group include an aryl group, an alkylaryl group, and an aralkyl group.
  • the number of carbon atoms in the aromatic hydrocarbon group is preferably 6 or more, and is preferably 18 or less, more preferably 8 or less.
  • Examples of the aryl group include a phenyl group.
  • Examples of the alkylaryl group include a tolyl group and xylyl group.
  • Examples of the aralkyl group include a benzyl group, 1-phenylethyl group, 2-phenylethyl group, and methylbenzyl group.
  • Examples of the substituted monovalent hydrocarbon group include a group in which at least one hydrogen atom of the unsubstituted monovalent hydrocarbon group is substituted with a substituent group.
  • substituent group include a halogen atom (e.g. fluorine, chlorine, bromine, iodine).
  • substituted monovalent hydrocarbon group include a halogenated alkyl group such as a 3,3,3-trifluoropropyl group.
  • R 8 is preferably the hydrogen atom, or the unsubstituted monovalent hydrocarbon group, more preferably the aliphatic hydrocarbon group having 1 to 18 carbon atoms, or the aromatic hydrocarbon group having 6 to 8 carbon atoms, and the hydrogen atom, a methyl group, a phenyl group are particularly suitable.
  • R 9 represents a hydrogen atom, a hydroxy group, or an alkoxy group.
  • the number of carbon atoms in the alkoxy group is preferably 1 or more, and is preferably 18 or less, more preferably 8 or less.
  • Examples of the alkoxy group include a methoxy group, ethoxy group, propoxy group, isopropoxy group, butoxy group, isobutoxy group, and sec-butoxy group.
  • R 9 is preferably the alkoxy group, more preferably the methoxy group or ethoxy group.
  • the above 'b' is preferably 2.
  • the above 'c' is preferably 0 or more, more preferably 1 or more, and even more preferably 5 or more, and is preferably 600 or less, more preferably 400 or less, and even more preferably 250 or less.
  • the dynamic viscosity (25°C) of the reactive silicone oil is preferably 0.65 mm 2 /s or more, more preferably 2 mm 2 /s or more, and even more preferably 5 mm 2 /s or more, and is preferably 1000 mm 2 /s or less, more preferably 500 mm 2 /s or less, and even more preferably 100 mm 2 /s or less.
  • the dynamic viscosity of the reactive silicone oil is measured by a viscosity measuring method using a capillary viscometer, prescribed in JIS Z 8803 (2011).
  • the amount of the reactive silicone oil in the outermost layer paint is 10 parts by mass or less, more preferably 7 parts by mass or less, and even more preferably 5 parts by mass or less, with respect to 100 parts by mass of the total amount of the polyol and the polyisocyanate.
  • the amount of the reactive silicone oil in the outermost layer paint is preferably 5 parts by mass or more, more preferably 20 parts by mass or more, and even more preferably 50 parts by mass or more, and is preferably 200 parts by mass or less, more preferably 150 parts by mass or less, and even more preferably 75 parts by mass or less, with respect to 100 parts by mass of the curable silicone resin.
  • the paint may be either a waterborne paint mainly containing water as a dispersion medium or a solvent-based paint containing an organic solvent as a dispersion medium, and the solvent-based paint is preferable.
  • the solvent-based paint preferable examples of the solvent include toluene, isopropyl alcohol, xylene, methyl ethyl ketone, methyl ethyl isobutyl ketone, ethylene glycol monomethyl ether, ethylbenzene, propylene glycol monomethyl ether, isobutyl alcohol, and ethyl acetate.
  • the solvent may be blended in either the polyol composition or the polyisocyanate composition. From the viewpoint of uniformly performing the curing reaction, the solvent is preferably blended in each of the polyol composition and the polyisocyanate composition.
  • a conventionally known catalyst can be employed in the curing reaction.
  • the catalyst include a monoamine such as triethyl amine and N,N-dimethylcyclohexylamine; a polyamine such as N,N,N',N'-tetramethylethylene diamine and N,N,N',N", N"-pentamethyldiethylene triamine; a cyclic diamine such as 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) and triethylene diamine; a tin catalyst such as dibutyl tin dilaurate and dibutyl tin diacetate.
  • DBU 1,8-diazabicyclo[5.4.0]-7-undecene
  • tin catalyst such as dibutyl tin dilaurate and dibutyl tin diacetate.
  • the tin catalyst such as dibutyl tin dilaurate and dibutyl tin diacetate is
  • the paint may further contain an additive generally contained in a golf ball paint, such as an ultraviolet absorber, an antioxidant, a light stabilizer, a fluorescent brightener, an anti-blocking agent, a leveling agent, a slip agent, and a viscosity modifier.
  • an additive generally contained in a golf ball paint such as an ultraviolet absorber, an antioxidant, a light stabilizer, a fluorescent brightener, an anti-blocking agent, a leveling agent, a slip agent, and a viscosity modifier.
  • the thickness of the outermost layer of the paint film is preferably 2 ⁇ m or more, more preferably 4 ⁇ m or more, and even more preferably 6 ⁇ m or more, and is preferably 30 ⁇ m or less, more preferably 25 ⁇ m or less, and even more preferably 20 ⁇ m or less. If the thickness of the outermost layer of the paint film is 2 ⁇ m or more, the spin performance on approach shots is further enhanced, and if the thickness of the outermost layer of the paint film is 30 ⁇ m or less, increase in the spin rate on driver shots can be suppressed.
  • the water sliding angle of the surface of the outermost layer of the paint film is preferably 5° or more, more preferably 8° or more, and even more preferably 10° or more, and is preferably less than 50°, more preferably 45° or less, and even more preferably 40° or less. If the water sliding angle is 5° or more, the spin performance on approach shots is further enhanced, and if the water sliding angle is less than 50°, the flight distance on driver shots on a rainy day is further enhanced.
  • the water contacting angle of the surface of the outermost layer of the paint film is preferably 75° or more, more preferably 80° or more. If the water contact angle is 75° or more, the flight distance performance on driver shots on a rainy day is better.
  • the upper limit of the water contact angle is not particularly limited, but it is preferably 120°.
  • the outermost layer of the paint film of the golf ball preferably does not have a surface having the water contact angle of less than 70°. In other words, the outermost layer of the paint film of the golf ball preferably has the water contact angle of 70° or more at all the locations.
  • the dynamic friction coefficient of the outermost layer of the paint film is preferably 0.3 or more, more preferably 0.35 or more, and even more preferably 0.4 or more, and is preferably 0.9 or less, more preferably 0.85 or less, and even more preferably 0.8 or less. If the dynamic friction coefficient is 0.3 or more, the spin performance on approach shots is further enhanced, and if the dynamic friction coefficient is 0.9 or less, the flight distance on driver shots is further enhanced.
  • the properties of the outermost layer paint can also be evaluated by using a paint film formed on a baking plate.
  • the method of forming the paint film on the baking plate will be described later.
  • the water sliding angle of the paint film on the baking plate is preferably 2° or more, more preferably 4° or more, and even more preferably 6° or more, and is preferably 50° or less, more preferably 45° or less, and even more preferably 40° or less.
  • the water contact angle of the paint film on the baking plate is preferably 100° or more, and is preferably 120° or less. It is noted that the baking plate prior to the formation of the paint film has a water sliding angle of more than 60° and a water contact angle of 95°.
  • examples of the base resin constituting the layer of the paint film other than the outermost layer of the paint film include a urethane resin, an epoxy resin, an acrylic resin, a vinyl acetate resin, and a polyester resin. Among them, the urethane resin is preferable.
  • the layer of the paint film other than the outermost layer of the paint film may be formed from the same paint as that for forming the outermost layer of the paint film, or from the other paint.
  • the paint film can be formed by applying the paint on the surface of the golf ball body.
  • the method of applying the paint is not particularly limited, and a conventionally known method, such as a spray coating method, and an electrostatic coating method, can be employed.
  • the polyol composition and the polyisocyanate composition may be fed with respective pumps and continuously mixed with a line mixer located in the stream line just before the air gun, and the obtained mixture is subjected to spray coating.
  • the polyol composition and the polyisocyanate composition may be subjected to spray coating separately by using an air spray system provided with a mixing ratio controlling device.
  • the carbinol modified silicone oil is preferably blended in the polyol composition or the polyisocyanate composition in advance, more preferably blended in the polyol composition.
  • the paint application may be conducted by spray coating one time or overspraying several times.
  • the paint applied to the golf ball body can be dried, for example, at a temperature of from 30 °C to 70 °C for 1 hour to 24 hours to form the paint film.
  • the golf ball according to the present invention is not particularly limited, as long as it comprises a golf ball body and a paint film formed on a surface of the golf ball body and composed of at least one layer.
  • the construction of the golf ball body is not particularly limited, and may be a one-piece golf ball, a two-piece golf ball, a three-piece golf ball, a four-piece golf ball, a multi-piece golf ball composed of five or more pieces, or a wound golf ball.
  • the present invention can be applied appropriately to any one of the above golf ball bodies.
  • a one-piece golf ball body, and a core used in a wound golf ball, two-piece golf ball to multi-piece golf ball will be explained.
  • the one-piece golf ball body and core can be formed from a conventional rubber composition (hereinafter sometimes simply referred to as "core rubber composition").
  • core rubber composition a rubber composition containing a base rubber, a co-crosslinking agent and a crosslinking initiator.
  • the base rubber particularly preferred is a high-cis polybutadiene having a cis bond in an amount of 40 mass % or more, preferably 70 mass % or more, and more preferably 90 mass % or more in view of its superior resilience.
  • a co-crosslinking agent an ⁇ , ⁇ -unsaturated carboxylic acid having 3 to 8 carbon atoms or a metal salt thereof is preferable, and a metal salt of acrylic acid or a metal salt of methacrylic acid is more preferable.
  • the metal constituting the metal salt zinc, magnesium, calcium, aluminum or sodium is preferable, and zinc is more preferable.
  • the amount of the co-crosslinking agent is preferably 20 parts by mass or more and 50 parts by mass or less with respect to 100 parts by mass of the base rubber.
  • a metal compound e.g. magnesium oxide
  • an organic peroxide is preferably used as the crosslinking initiator.
  • organic peroxide examples include dicumyl peroxide, 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane, 2,5-dimethyl-2,5-di(t-butylperoxy) hexane, and di-t-butyl peroxide. Among them, dicumyl peroxide is preferably used.
  • the amount of the crosslinking initiator is preferably 0.2 part by mass or more, more preferably 0.3 part by mass or more, and is preferably 3 parts by mass or less, more preferably 2 parts by mass or less, with respect to 100 parts by mass of the base rubber.
  • the core rubber composition may further contain an organic sulfur compound.
  • organic sulfur compound diphenyl disulfides (e.g. diphenyl disulfide, bis(pentabromophenyl) disulfide), thiophenols or thionaphthols (e.g. 2-thionaphthol) are preferably used.
  • the amount of the organic sulfur compound is preferably 0.1 part by mass or more, more preferably 0.3 part by mass or more, and is preferably 5.0 parts by mass or less, more preferably 3.0 parts by mass or less, with respect to 100 parts by mass of the base rubber.
  • the core rubber composition may further contain a carboxylic acid and/or a salt thereof.
  • carboxylic acid and/or the salt thereof a carboxylic acid having 1 to 30 carbon atoms and/or a salt thereof is preferable.
  • the carboxylic acid may be either an aliphatic carboxylic acid or an aromatic carboxylic acid (such as benzoic acid).
  • the amount of the carboxylic acid and/or the salt thereof is preferably 1 part by mass or more and 40 parts by mass or less with respect to 100 parts by mass of the base rubber.
  • the core rubber composition may further contain a weight adjusting agent such as zinc oxide and barium sulfate, an antioxidant, a colored powder, or the like in addition to the base rubber, the co-crosslinking agent, the crosslinking initiator, and the organic sulfur compound.
  • the molding conditions for heat pressing the core rubber composition may be determined appropriately depending on the rubber composition. Generally, the heat pressing is preferably carried out at a temperature of 130 °C to 200 °C for 10 to 60 minutes, or carried out in a two-step heating of heating at a temperature of 130 °C to 150 °C for 20 to 40 minutes followed by heating at a temperature of 160 °C to 180 °C for 5 to 15 minutes.
  • the golf ball body preferably has a core and a cover covering the core.
  • the slab hardness of the cover composition is appropriately set in accordance with the desired performance of the golf ball.
  • the cover composition preferably has a slab hardness of 50 or more, more preferably 55 or more, and even more preferably 60 or more in Shore D hardness, and preferably has a slab hardness of 80 or less, more preferably 70 or less, and even more preferably 68 or less in Shore D hardness.
  • the cover composition has a slab hardness of 50 or more, the obtained golf ball has a higher launch angle and lower spin rate on driver shots and long iron shots, and thus travels a greater flight distance. Further, if the cover composition has a slab hardness of 80 or less, the golf ball excellent in durability is obtained.
  • the cover composition preferably has a slab hardness of less than 50 in Shore D hardness, and preferably has a slab hardness of 20 or more, more preferably 23 or more, and even more preferably 25 or more in Shore D hardness. If the cover composition has a slab hardness of less than 50 in Shore D hardness, the obtained golf ball readily stops on the green due to the high spin rate on approach shots.
  • the cover composition has a slab hardness of 20 or more in Shore D hardness, the abrasion resistance becomes better.
  • the slab hardness of the cover composition constituting each layer may be identical to or different from each other, as long as the slab hardness of each cover composition falls within the above range.
  • the thickness of the cover is preferably 0.3 mm or more, more preferably 0.5 mm or more, and even more preferably 0.7 mm or more, and is preferably 2.5 mm or less, more preferably 2.2 mm or less, and even more preferably 2.0 mm or less. If the thickness of the cover is 0.3 mm or more, the resilience of the golf ball can be maintained, and if the thickness of the cover is 2.5 mm or less, the golf ball has better shot feeling.
  • the thickness of the cover is preferably 0.1 mm or more, more preferably 0.2 mm or more, and even more preferably 0.3 mm or more, and is preferably 2.0 mm or less, more preferably 1.5 mm or less, and even more preferably 1.0 mm or less. If the thickness of the cover is 0.1 mm or more, the golf ball has better shot feeling, and if the thickness of the cover is 2.0 mm or less, the resilience of the golf ball can be maintained.
  • the resin component constituting the cover is not particularly limited, and examples thereof include various resins such as an ionomer resin, a polyester resin, a urethane resin, and a polyamide resin; a thermoplastic polyamide elastomer having a trade name of "Pebax (registered trademark) (e.g. "Pebax 2533")” available from Arkema K. K.; a thermoplastic polyester elastomer having a trade name of "Hytrel (registered trademark) (e.g.
  • Hytrel 3548 "Hytrel 4047" available from Du Pont-Toray Co., Ltd.
  • a thermoplastic polyurethane elastomer having a trade name of "Elastollan (registered trademark) (e.g. "Elastollan XNY97A”)” available from BASF Japan Ltd.
  • the cover material may be used solely, or two or more of them may be used in combination. These cover materials may be used solely, or two or more of them may be used in combination.
  • the resin component constituting the cover is preferably the polyurethane resin in the case of the so-called spin golf ball which focuses on controllability, and is preferably the ionomer resin in the case of the so-called distance golf ball which focuses on the flight distance.
  • the amount of the polyurethane resin in the resin component is preferably 50 mass % or more, more preferably 70 mass % or more, and even more preferably 90 mass % or more.
  • the amount of the ionomer resin in the resin component is preferably 50 mass % or more, more preferably 70 mass % or more, and even more preferably 90 mass % or more.
  • the polyurethane may be either a thermoplastic polyurethane or a thermosetting polyurethane.
  • the thermoplastic polyurethane is a polyurethane exhibiting plasticity by heating and generally means a polyurethane having a linear chain structure of a high molecular weight to a certain extent.
  • the thermosetting polyurethane (two-component curing type polyurethane) is a polyurethane obtained by polymerization through a reaction between a low molecular weight urethane prepolymer and a curing agent (chain extender) when molding the cover.
  • the thermosetting polyurethane includes a polyurethane having a linear chain structure, or a polyurethane having a three-dimensional crosslinked structure depending on the number of the functional group of the prepolymer or curing agent (chain extender) to be used.
  • the polyurethane is preferably the thermoplastic elastomer.
  • the cover may contain a pigment component such as a white pigment (e.g. titanium oxide), a blue pigment and a red pigment, a density adjusting agent such as calcium carbonate and barium sulfate, a dispersant, an antioxidant, an ultraviolet absorber, a light stabilizer, a fluorescent material or fluorescent brightener, or the like, in addition to the above resin component, as long as they do not impair the performance of the cover.
  • a pigment component such as a white pigment (e.g. titanium oxide), a blue pigment and a red pigment
  • a density adjusting agent such as calcium carbonate and barium sulfate
  • a dispersant such as sodium carbonate and barium sulfate
  • an antioxidant such as sodium carbonate
  • an ultraviolet absorber e.g. titanium oxide
  • a light stabilizer e.g. titanium oxide
  • fluorescent material or fluorescent brightener e.g., a fluorescent material or fluorescent brightener, or the like
  • the embodiment for molding the cover from the cover composition is not particularly limited, and examples thereof include an embodiment comprising injection molding the cover composition directly onto the core; and an embodiment comprising molding the cover composition into hollow shells, covering the core with a plurality of the hollow shells and compression molding the core with a plurality of the hollow shells (preferably an embodiment comprising molding the cover composition into half hollow-shells, covering the core with two of the half hollow-shells and compression molding the core with two of the half hollow-shells).
  • the obtained golf ball body is ejected from the mold, and as necessary, the golf ball body is preferably subjected to surface treatments such as deburring, cleaning, and sandblast. If desired, a mark may be formed.
  • the total number of dimples formed on the cover is preferably 200 or more and 500 or less. If the total number is less than 200, the dimple effect is hardly obtained. On the other hand, if the total number exceeds 500, the dimple effect is hardly obtained because the size of the respective dimples is small.
  • the shape (shape in a plan view) of dimples includes, for example, without limitation, a circle, a polygonal shape such as a roughly triangular shape, a roughly quadrangular shape, a roughly pentagonal shape, a roughly hexagonal shape, and other irregular shape. The shape of dimples is employed solely or at least two of them may be used in combination.
  • examples of the material used for the intermediate layer disposed between the core and the outmost cover include a thermoplastic resin such as a polyurethane resin, an ionomer resin, a polyamide resin, and polyethylene; a thermoplastic elastomer such as a styrene elastomer, a polyolefin elastomer, a polyurethane elastomer, and a polyester elastomer; and a cured product of a rubber composition.
  • examples of the ionomer resin include a product obtained by neutralizing, with a metal ion, at least a part of carboxyl groups in a copolymer composed of ethylene and an ⁇ , ⁇ -unsaturated carboxylic acid; and a product obtained by neutralizing, with a metal ion, at least a part of carboxyl groups in a terpolymer composed of ethylene, an ⁇ , ⁇ -unsaturated carboxylic acid and an ⁇ , ⁇ -unsaturated carboxylic acid ester.
  • the intermediate layer may further contain a density adjusting agent such as barium sulfate and tungsten, an antioxidant, and a pigment. It is noted that the intermediate layer may be referred to as an inner cover layer or an outer core depending on the construction of the golf ball.
  • the golf ball preferably has a diameter in a range of from 40 mm to 45 mm.
  • the diameter is preferably 42.67 mm or more.
  • the diameter is preferably 44 mm or less, more preferably 42.80 mm or less.
  • the golf ball preferably has a mass of 40 g or more and 50 g or less. In light of obtaining greater inertia, the mass is preferably 44 g or more, more preferably 45.00 g or more. In light of satisfying a regulation of R&A, the mass is preferably 45.93 g or less.
  • the compression deformation amount of the golf ball (shrinking amount of the golf ball along the compression direction) when applying a load from 98 N as an initial load to 1275 N as a final load to the golf ball is preferably 2.0 mm or more, more preferably 2.2 mm or more, and is preferably 5.0 mm or less, more preferably 4.5 mm or less. If the compression deformation amount is 2.0 mm or more, the golf ball does not become excessively hard, and thus the shot feeling thereof becomes better. On the other hand, if the compression deformation amount is 5.0 mm or less, the resilience of the golf ball becomes higher.
  • the figure is a partially cutaway sectional view showing a golf ball 1 according to an embodiment of the present invention.
  • the golf ball 1 comprises a spherical core 2, an intermediate layer 3 covering the spherical core 2, a cover 4 covering the intermediate layer 3, and a paint film 5 formed on the surface of the cover 4.
  • a plurality of dimples 41 are formed on the surface of the cover 4.
  • Other portion than the dimples 41 on the surface of the cover 4 is a land 42.
  • the paint film 5 is formed from the paint containing the polyisocyanate composition, the polyol composition, and the silicone compound.
  • the hardness measured at the surface portion of the core was adopted as the surface hardness of the core. Further, the core was cut into two hemispheres to obtain a cut plane, and the hardness measured at the central point of the cut plane was adopted as the center hardness of the core. The hardness was measured with an automatic hardness tester (Digitest II available from Bareiss company) using a detector of "Shore C".
  • Sheets with a thickness of about 2 mm were produced by injection molding the intermediate layer composition or cover composition.
  • the sheets were stored at 23 °C for two weeks. At least three of these sheets were stacked on one another so as not to be affected by the measuring substrate on which the sheets were placed, and the hardness of the stack was measured with an automatic hardness tester (Digitest II available from Bareiss company) using a detector of "Shore D".
  • Digitest II available from Bareiss company
  • the deformation amount of the core along the compression direction (shrinking amount of the core along the compression direction), when applying a load from 98 N as an initial load to 1275 N as a final load to the core, was measured.
  • a steel plate SPCC prescribed in JIS G 4314 was used, and the test piece has a shape of a thickness of 0.8 mm, a width of 70 mm, and a length of 150 mm.
  • a primer surfacer was spray coated on both surfaces of the test piece, and dried. Subsequently, the test piece was polished using water with a water-resistant polishing paper (# P400) until the surface thereof became smooth, and then washed with a detergent and water, and dried. Then, an acrylic melamine resin enamel was spray coated, kept at normal temperature for 20 minutes, and compulsorily dried at a temperature of 160 °C for 20 minutes, to prepare a baking plate.
  • the paint film was formed on the obtained baking plate under the same conditions as those in the production of the golf ball, and the water sliding angle of the surface of the paint film was measured.
  • the surface of the golf ball was cut with a slicer, and the thickness of the paint film was measured with a microscope.
  • the water sliding angle was measured with a sliding contact angle meter (DMo-501SA available from Kyowa Interface Science Co., Ltd.).
  • the measuring conditions were as follows. In the measurement of the golf ball, water was dropped at the central point of the dimple having the largest diameter.
  • the water contact angle was measured with a contact angle meter (DropMaster DM501, analysis software (FAMAS), available from Kyowa Interface Science Co., Ltd.).
  • a contact angle meter DropMaster DM501, analysis software (FAMAS), available from Kyowa Interface Science Co., Ltd.
  • FAMAS analysis software
  • As a glass syringe barrel for the water dropping a syringe barrel set 22G available from Kyowa Interface Science Co., Ltd. was used.
  • the measurement was conducted as follows. Firstly, the software was started, and the syringe barrel was set in the contact angle meter. Subsequently, the test sample was set on a sample table such that the portion of the monitor having water dropped thereon was horizontal. Then, 2 ⁇ L of water was dropped from the syringe barrel, and the contact angle 30 second later after the dropping was measured. It is noted that the contact angle was measured by ⁇ /2 method. In the measurement of the golf ball, water was dropped at the central point of the dimple having the largest diameter.
  • the dynamic friction coefficient of the golf ball was measured under the following conditions. It is noted that the load is small and the moving speed is slow in the following condition, thus the dynamic friction coefficient of the outermost layer of the paint film can be measured.
  • a driver (trade name: "SRIXON Z765", shaft hardness: X, loft angle: 8.5°, available from Sumitomo Rubber Industries, Ltd.) was installed on a swing machine available from Golf Laboratories, Inc.
  • the golf ball was hit at a head speed of 50 m/sec, and the spin rate and carry thereof were measured.
  • the carry was a distance from the launch point to the stop point.
  • the spin rate (rpm) was measured by continuously taking a sequence of photographs of the hit golf ball. The average value of ten measurements was obtained.
  • the club face and ball were wetted, and the measurement was conducted on a rainy day.
  • a #5 iron (trade name: "SRIXON Z765", shaft hardness: S, loft angle: 25°, available from Sumitomo Rubber Industries, Ltd.) was installed on a swing machine available from Golf Laboratories, Inc.
  • the golf ball was hit at a head speed of 41 m/sec, and the spin rate and carry thereof were measured.
  • the carry was a distance from the launch point to the stop point.
  • the spin rate (rpm) was measured by continuously taking a sequence of photographs of the hit golf ball. The average value of ten measurements was obtained.
  • the club face and ball were wetted, and the measurement was conducted on a rainy day.
  • a sand wedge (RTX-3 BLD, loft angle: 58° available from Cleveland Golf) was installed on a swing robot available from Golf Laboratories, Inc.
  • the golf ball was hit at a head speed of 16 m/sec, and the spin rate (rpm) thereof was measured by continuously taking a sequence of photographs of the hit golf ball.
  • the measurement was conducted ten times for each golf ball, and the average value thereof was adopted as the spin rate.
  • the club face and ball were wetted, and the measurement was conducted on a rainy day.
  • the rubber composition was kneaded, and heat pressed in upper and lower molds, each having a hemispherical cavity, at a temperature of 150 °C for 19 minutes to obtain a spherical core having a diameter of 39.7 mm. It is noted that the amount of barium sulfate was adjusted such that the ball had a mass of 45.6 g.
  • the materials were mixed with a twin-screw kneading extruder to prepare the intermediate layer composition and the cover composition in a pellet form.
  • Himilan 1555 Sodium ion-neutralized ethylene-methacrylic acid copolymer ionomer resin available from Du Pont-Mitsui Polychemicals Co., Ltd. Table 3 Cover composition Elastollan NY80A 100 Titanium dioxide 4 Ultramarine blue 0.04 Slab hardness (Shore D) 27 Elastollan (registered trademark) NY80A: thermoplastic polyurethane elastomer available from BASF Japan Ltd.
  • the above obtained intermediate layer composition was directly injection molded on the above obtained spherical core, to form the intermediate layer (thickness: 1.0 mm) covering the spherical core.
  • a reinforcing layer composition (trade name "Polin (registered trademark) 750LE” available from Shinto Paint Co. Ltd.) having a two-component curing type epoxy resin as a base resin was prepared.
  • the base material contains 30 parts by mass of a bisphenol A type solid epoxy resin and 70 parts by mass of a solvent.
  • the curing agent contains 40 parts by mass of a modified polyamide amine, 5 parts by mass of titanium dioxide and 55 parts by mass of a solvent.
  • the mass ratio of the base material to the curing agent was 1/1.
  • the reinforcing layer composition was applied to the surface of the intermediate layer with an air gun and kept at an atmosphere of 23 °C for 12 hours, to form the reinforcing layer.
  • the reinforcing layer had a thickness of 7 ⁇ m.
  • the cover composition in a pellet form was charged into each of the depressed part of the lower mold of a half shell molding mold, and applying a pressure to mold half shells.
  • the spherical body having the reinforcing layer formed thereon was concentrically covered with two of the half shells.
  • the spherical body and half shells were charged into a final mold provided with a plurality of pimples on the cavity surface.
  • the cover (thickness: 0.5 mm) was formed by compression molding, and the golf ball bodies were obtained. A plurality of dimples having an inverted shape of the pimples were formed on the cover.
  • polytetramethylene ether glycol PTMG, number average molecular weight: 650
  • TMP trimethylolpropane
  • PTMG polytetramethylene ether glycol
  • TMP trimethylolpropane
  • Dibutyltin dilaurate was added as a catalyst therein in an amount of 0.1 mass % with respect to the total amount of the base material.
  • IPDI isophorone diisocyanate
  • the molar ratio (NCO/OH) of the NCO group included in the first polyisocyanate component to the OH group included in the first polyol component was 0.6. After the dropwise adding, stirring was continued until the isocyanate group no longer existed. Then, the reaction liquid was cooled to the normal temperature to prepare the polyol composition containing the urethane polyol (urethane polyol amount: 30 mass %).
  • the obtained urethane polyol had PTMG in an amount of 46.2 mass %, a hydroxyl value of 128.0 mgKOH/g, and a weight average molecular weight of 7200.
  • Carbinol modified silicone oil No. 2 KF-6000 (dynamic viscosity (25°C): 35 mm 2 /s, hydroxy value: 120 mgKOH/g, carbinol modified silicone oil represented by the formula (1) (R 1 : substituted or unsubstituted monovalent hydrocarbon group, R 2 : alkylene group, R 3 : alkylene group, x: an integer of 2, y: an integer of 2, z: 0 to 600)) available from Shin-Etsu Chemical Co., Ltd.
  • R 1 substituted or unsubstituted monovalent hydrocarbon group
  • R 2 alkylene group
  • R 3 alkylene group
  • x an integer of 2
  • y an integer of 2
  • z 0 to 600
  • Carbinol modified silicone oil No. 3 X-22-170BX (dynamic viscosity (25°C): 40 mm 2 /s, hydroxy value: 20 mgKOH/g, carbinol modified silicone oil represented by the formula (2) (R 4 : substituted or unsubstituted monovalent hydrocarbon group, R 5 : alkylene group, m: an integer of 2, z: 0 to 600)) available from Shin-Etsu Chemical Co., Ltd.
  • Carboxy modified silicone oil X-22-162C (dynamic viscosity (25°C): 220 mm 2 /s, functional group equivalent: 2300 g/mol, silicone oil having a carboxy group introduced to a silicon atom located at both terminals of a polysiloxane molecular chain) available from Shin-Etsu Chemical Co., Ltd.
  • the surface of the obtained golf ball bodies was subjected to a sandblast treatment, and a mark was formed thereon.
  • the paint was applied with a spray gun, and dried in an oven of 40 °C for 24 hours, to obtain golf balls with a diameter of 42.7 mm and a mass of 45.6 g.
  • the application of the paint was conducted by placing the golf ball body in a rotating member provided with a prong, rotating the rotating member at 300 rpm, and spacing a spray distance (7 cm) between the air gun and the golf ball body while moving the air gun in an up and down direction.
  • the painting interval in the overpainting operation was 1.0 second.
  • the application of the paint was conducted under the air gun spraying conditions of overpainting: twice, a spraying air pressure: 0.15 MPa, a compressed air tank pressure: 0.10 MPa, a painting time for one application: 1 second, an atmosphere temperature: 20 °C to 27 °C, and an atmosphere humidity: 65 % or less. Evaluation results regarding the obtained golf balls are shown in Table 5.
  • the golf balls No. 1 to 4 are the cases that the outermost layer of the paint film is formed from the paint containing the polyol, the polyisocyanate, and the carbinol modified silicone oil. Each of these golf balls travels a great flight distance on driver shots on a rainy day, and has a high spin rate on approach shots on a rainy day.
  • the golf ball No. 5 is the case that the outermost layer of the paint film is formed from the paint containing the polyol, the polyisocyanate, and the carboxy modified silicone oil.
  • the golf ball No. 6 is the case that the outermost layer of the paint film is formed from the paint not containing the silicone oil.
  • Each of these golf balls travels a short flight distance on driver shots on a rainy day, and has a low spin rate on approach shots on a rainy day.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Physical Education & Sports Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Polyurethanes Or Polyureas (AREA)
EP20163385.6A 2019-04-26 2020-03-16 Golfball Pending EP3730194A1 (de)

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Cited By (1)

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EP3603754B1 (de) * 2018-07-31 2021-10-27 Sumitomo Rubber Industries, Ltd. Golfball

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US10843045B2 (en) * 2017-06-29 2020-11-24 Bridgestone Sports Co., Ltd. Golf ball
KR20200125421A (ko) * 2019-04-26 2020-11-04 스미토모 고무 코교 카부시키카이샤 골프공
JP2023150019A (ja) * 2022-03-31 2023-10-16 住友ゴム工業株式会社 ゴルフボール

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JPH05269221A (ja) 1992-03-26 1993-10-19 Bridgestone Corp ゴルフボール
JPH08117361A (ja) 1994-10-27 1996-05-14 Sumitomo Rubber Ind Ltd 塗装ゴルフボール
JP2001214131A (ja) 2000-02-04 2001-08-07 Bridgestone Corp ゴルフボール用クリヤーペイント及びゴルフボール
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JP2019086326A (ja) 2017-11-02 2019-06-06 トヨタ自動車株式会社 案内装置
JP2019086325A (ja) 2017-11-02 2019-06-06 国立大学法人九州工業大学 日射量推定システム及び日射量推定方法
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US11167176B2 (en) 2021-11-09
US11717724B2 (en) 2023-08-08
KR20200125421A (ko) 2020-11-04
US20200338397A1 (en) 2020-10-29

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